CCXVI.—The isomeric l-menthyl phenylchloroacetates

McKenzie, Alex.; Smith, Isobel Agnes

doi:10.1039/ct9232301962

Cited by 9 publications

(3 citation statements)

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“…Autoantibodies occur in a proportion of cases of thyrotoxicosis and the long-acting thyroid stimulator (L.A.T.S. ), for which a pathogenic role has been claimed, is an immuno-2 3 4 5 = Thyroid disease Jollowing the administration of Thorotrast globulin arising from cells of the lymphoreticular system (McKenzie, 1962).…”

Section: Resultsmentioning

confidence: 99%

Thyroid disease following the administration of Thorotrast

Langlands¹,

Hermann²

1967

Journal of Clinical Pathology

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Section: Resultsmentioning

confidence: 99%

Thyroid disease following the administration of Thorotrast

Langlands¹,

Hermann²

1967

Journal of Clinical Pathology

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“…Entsprechend eignet sich N-Benzylidenamino-benzylnatrium (61, das bei Einwirkung von NaNH2 in wasserfreiem k h e r bei +35 "C auf N-Benzyliden-benzylamin entsteht 161, zur Imino-und Aminobenzylierung. Aus (6) und Benzophenon konnte bei +35 "C in Ather 2-Benzylidenamino-l,l,2-triphenylathanol (7) (72 %, Ausbeute) gewonnen werden, dessen Hydrolyse mit 2 N HCI (80°C) nahezu quantitativ zur bereits beschriebenen Aminobenzylverbindung (8) fiihrt.…”

Section: Diketopiperazine Aus Leuchsschenunclassified

Diketopiperazine aus Leuchsschen Anhydriden

Rosenmund

Kaiser

1970

Angewandte Chemie

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“…The title compound was synthesized by the reaction of (5=) McKenzie & Smith (1923). The IR spectrum shows a band at 1732 cm -1 in the carbonyl stretching region while the corresponding Raman band is at 1733 cm -1.…”

Section: Methodsmentioning

confidence: 99%

L-(+)-α-Bromobenzeneacetic Acid (−)-Menthyl Ester

Kolev¹,

Preut²,

Koniczek³

et al. 1995

Acta Crystallogr C

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The crystal structure of L-(+)-a-bromobenzeneacetic acid (-)-menthyl ester (CI8H25BrO2) is reported. The Br atom and the O(carbonyl) atom are in trans positions.The 1-methyl-4-isopropylcyclohexane ring has a chair conformation. The dihedral angle between the leastsquares plane through the phenyl ring and the leastsquares plane of the C--CO2 group is 45.0 (2) °. The bond distances and angles of the molecule are in the normal ranges.Acta Crystallographica Section C ISSN 0108-2701 01995 TSONKO KOLEV et al. 1635 CommentThe structure determination of the title compound, (I), was undertaken in order to obtain structural information about optically active derivatives of o~-bromobenzeneacetic acid; compounds of this class have not beeninvestigated previously. The data of these compounds are important since optically active c~-bromobenzeneacetic acid is related to the mandelic acids. The latter are basic natural products and play a significant role in stereochemical assignment. SHELXTL-Plus;Sheldrick, 1987) of the title molecule showing the atom-numbering scheme. Anisotropic ellipsoids represent 50% probability boundaries. H atoms are represented as spheres of arbitrary radii. ExperimentalThe title compound was synthesized by the reaction of (5=)-c~-bromophenylacetyl chloride with (-)-menthol. The (=t=)-c~-bromophenylacetyl chloride was prepared by analogy with the method of the Bristol-Banyu Research Institute The IR spectrum shows a band at 1732 cm -1 in the carbonyl stretching region while the corresponding Raman band is at 1733 cm -1. There is no spectral evidence for the existence of a hydrogen bond between the C==O group and any of the H atoms. Crystal data1.499 (9) 1.370 (8) 1.38 (1) 1.37 (1) !.36 (1) 1.37 (1) (5)124.5 (7) (6)125.0 (6) 104.1 (4) (5)110.9 (5) 122.4 (6) 119.8 (6) 117.9 (6) 122.2 (6) 119.5 (7) 120.2 (7) 120.3 (7) 120.0 (7) !.52 (l) C(12)--C (13) 1.51 (1) C( 13)---C(14) 1.54 ( 1 )C (14)---C(15) 1.539 (9) C(15)---C (16) 1.52 (l) C(15)---C(I 7)1.52 (l) O(2)--C(9)--C (14) 106.6 (6) O(2)---C(9)--C (10) 109.9 (6) C(10)---C(9)---C (14) 112.8 (6) C(9)--C(10)--C(I i ) 110.8 (6) C( 10)---C( l i )---C (18) 111.8 (7) C(10)--C(1 l)---C(! 2) li0.1 (7) C(12)---C(! 1)---C (18) 113.1 (7) C(I I)---C(12)---C (! 3) 112.0(6) C(I 2)---C(13)---C (14) 112.3 (6) C(9)---C(14)----C (I 3) 107.1 (6) C(13)---C(14)---C (15) 113.3 (6) C(9)---C(14)---C (15) 113.8 (6) C (14) Data collection: Nicolet R3m/V diffractometer software. Cell refinement: Nicolet R3m/V diffractometer software. Data reduction: Nicolet R3m/V diffractometer software. Program(s) used to solve structure: SHELXTL-Plus (Sheldrick, 1987). Program(s) used to refine structure: SHELXTL-Plus and SHELX76 (Sheldrick, 1976). Software used to prepare material for publication: PARST (Nardelli, 1983), PLATON (Spek, 1982) and MISSYM (Le Page, 1987). One of us (TK) thanks the Alexander von Humboldt Stiftung for a research fellowship.Lists of structure factors, anisotropic displacement parameters, Hatom coordinates and complete geometry have been deposited with the IUC...

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CCXVI.—The isomeric l-menthyl phenylchloroacetates

Cited by 9 publications

References 0 publications

Thyroid disease following the administration of Thorotrast

Thyroid disease following the administration of Thorotrast

Diketopiperazine aus Leuchsschen Anhydriden

L-(+)-α-Bromobenzeneacetic Acid (−)-Menthyl Ester

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